Condensed cyclic compound and organic light-emitting device including the same

ABSTRACT

A condensed cyclic compound and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer. The organic layer includes at least one condensed cyclic compound represented by Formula 1: 
     
       
         
         
             
             
         
       
     
     When an organic light-emitting device includes the at least one condensed cyclic compound represented by Formula 1 in the hole transport layer or emission layer, the organic light-emitting device may have improved efficiency and long lifespan characteristics.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean PatentApplication No. 10-2015-0166412, filed on Nov. 26, 2015, in the KoreanIntellectual Property Office, the entire content of which isincorporated herein by reference.

BACKGROUND

1. Field

One or more aspects of example embodiments of the present disclosure arerelated to a condensed cyclic compound and an organic light-emittingdevice including the same.

2. Description of the Related Art

Organic light-emitting devices are self-emission devices that may havewide viewing angles, high contrast ratios, short response times, and/orexcellent brightness, driving voltage, and/or response speedcharacteristics, and may produce full-color images.

An example organic light-emitting device may include a first electrodeon a substrate, and a hole transport region, an emission layer, anelectron transport region, and a second electrode sequentiallypositioned on the first electrode. Holes provided from the firstelectrode may move toward the emission layer through the hole transportregion, and electrons provided from the second electrode may move towardthe emission layer through the electron transport region. Carriers (suchas holes and electrons) may recombine in the emission layer to produceexcitons. These excitons may transition (e.g., radiatively decay) froman excited state to a ground state to thereby generate light.

SUMMARY

One or more aspects of example embodiments of the present disclosure aredirected toward a novel condensed cyclic compound and an organiclight-emitting device including the same.

Additional aspects will be set forth in part in the description whichfollows and, in part, will be apparent from the description, or may belearned by practice of the presented embodiments.

One or more aspects of example embodiments of the present disclosureprovide a condensed cyclic compound represented by Formula 1:

In Formula 1,

X₁ may be selected from oxygen (O), sulfur (S),N-[(L₁₁)_(a11)-(R₁₁)b₁₁], C(R₁₃)(R₁₄), and Si(R₁₃)(R₁₄),

X₂ may be selected from O, S, N-[(L₁₂)_(a12)-(R₁₂)_(b12)], C(R₁₅)(R₁₆),and Si(R₁₅)(R₁₆),

L₁ to L₃, L₁₁, and L₁₂ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group,

a1 to a3, a11, and a12 may each independently be selected from 0, 1, 2,and 3, and when a1 is two or more, two or more L₁(s) may be identical toor different from each other, when a2 is two or more, two or more L₂(s)may be identical to or different from each other, when a3 is two ormore, two or more L₃(s) may be identical to or different from eachother, when a11 is two or more, two or more L₁₁(s) may be identical toor different from each other, and when a12 is two or more, two or moreL₁₂(s) may be identical to or different from each other,

R₁ to R₃ and R₁₁ to R₁₆ may each independently be selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂),

b1 to b3, b11, and b12 may each independently be selected from 0, 1, 2,and 3, and when b1 is two or more, two or more R₁(s) may be identical toor different from each other, when b2 is two or more, two or more R₂(s)may be identical to or different from each other, when b3 is two ormore, two or more R₃(s) may be identical to or different from eachother, when b11 is two or more, two or more R₁₁(s) may be identical toor different from each other, and when b12 is two or more, two or moreR₁₂(s) may be identical to or different from each other,

c1 to c3 may each independently be an integer selected from 0 to 4, andwhen c1 is two or more, two or more *-(L₁)_(a1)-(R₁)_(b1)(s) may beidentical to or different from each other, when c2 is two or more, twoor more *-(L₂)_(a2)-(R₂)_(b2)(s) may be identical to or different fromeach other, and when c3 is two or more, two or more*-(L₃)_(a3)-(R₃)_(b3)(S) may be identical to or different from eachother, and

at least one substituent of the substituted C₃-C₁₀ cycloalkylene group,the substituted C₁-C₁₀ heterocycloalkylene group, the substituted C₃-C₁₀cycloalkenylene group, the substituted C₁-C₁₀ heterocycloalkenylenegroup, the substituted C₆-C₆₀ arylene group, the substituted C₁-C₆₀heteroarylene group, the substituted divalent non-aromatic condensedpolycyclic group, the substituted divalent non-aromatic condensedheteropolycyclic group, the substituted C₁-C₆₀ alkyl group, thesubstituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group,the substituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkylgroup, the substituted C₁-C₁₀ heterocycloalkyl group, the substitutedC₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenylgroup, the substituted C₆-C₆₀ aryl group, the substituted C₆-C₆₀ aryloxygroup, the substituted C₆-C₆₀ arylthio group, the substituted C₁-C₆₀heteroaryl group, the substituted monovalent non-aromatic condensedpolycyclic group, and the substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from the group consisting of:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

According to one or more embodiments of the present disclosure, anorganic light-emitting device includes a first electrode; a secondelectrode facing the first electrode; and an organic layer between thefirst electrode and the second electrode, the organic layer including anemission layer, wherein the organic layer includes at least onecondensed cyclic compound represented by Formula 1.

BRIEF DESCRIPTION OF THE DRAWINGS

These and/or other aspects will become apparent and more readilyappreciated from the following description of example embodiments, takenin conjunction with the accompanying drawings, in which:

FIGS. 1 to 4 are schematic diagrams illustrating structures of organiclight-emitting devices according to embodiments of the presentdisclosure.

DETAILED DESCRIPTION

Hereinafter, a novel condensed cyclic compound according to anembodiment of the present disclosure and an organic light-emittingdevice including the same will be described in more detail withreference to the accompanying drawings. The novel condensed cycliccompound according to an embodiment of the present disclosure and theorganic light-emitting device including the condensed cyclic compoundmay, however, be embodied in different forms and should not be construedas being limited to the example embodiments set forth herein.

In the drawings, the thicknesses of layers, films, panels, regions,etc., may be exaggerated for clarity. Like reference numerals designatelike elements throughout the specification, and duplicative descriptionsthereof may not be provided. It will be understood that when an elementsuch as a layer, film, region, or substrate is referred to as being “on”another element, it can be directly on the other element or interveningelement(s) may also be present. In contrast, when an element is referredto as being “directly on” another element, no intervening elements arepresent.

A condensed cyclic compound according to an embodiment of the presentdisclosure may be represented by Formula 1:

In Formula 1,

X₁ may be selected from oxygen (O), sulfur (S),N-[(L₁₁)_(a11)-(R₁₁)_(b11)], C(R₁₃)(R₁₄), and Si(R₁₃)(R₁₄), and X₂ maybe selected from O, S, N-[(L₁₂)_(a12)-(R₁₂)_(b12)], C(R₁₅)(R₁₆), andSi(R₁₅)(R₁₆). L₁₁, L₁₂, a11, a12, R₁₁ to R₁₆, b11, and b12 in X₁ and X₂may each independently be the same as described below.

In one or more embodiments, in Formula 1, X₁ may beN-[(L₁₁)_(a11)-(R₁₁)_(b11)], but embodiments of the present disclosureare not limited thereto.

In Formula 1, L₁ to L₃, L₁₁, and L₁₂ may each independently be selectedfrom a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group.

For example, L₁ to L₃, L₁₁, and L₁₂ may each independently be selectedfrom the group consisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, L₁ to L₃, L₁₁, and L₁₂ may eachindependently be selected from the group consisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, L₁ to L₃, L₁₁, and L₁₂ may eachindependently be selected from groups represented by Formulae 3-1 to3-46, but embodiments of the present disclosure are not limited thereto:

In Formulae 3-1 to 3-46,

Y₁ may be selected from O, S, C(Z₃)(Z₄), N(Z₅), and Si(Z₆)(Z₇),

Z₁ to Z₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

d2 may be an integer selected from 0 to 2,

d3 may be an integer selected from 0 to 3,

d4 may be an integer selected from 0 to 4,

d5 may be an integer selected from 0 to 5,

d6 may be an integer selected from 0 to 6,

d8 may be an integer selected from 0 to 8, and

* and *′ may each indicate a binding site to a neighboring atom.

In one or more embodiments, L₁ to L₃, L₁₁, and L₁₂ may eachindependently be selected from groups represented by Formulae 3-1 to3-9, 3-25 to 3-27, and 3-31 to 3-43.

In Formulae 3-1 to 3-9, 3-25 to 3-27, and 3-31 to 3-43, Z₁ to Z₇ mayeach independently be selected from hydrogen, deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a carbazolylgroup, a dibenzofuranyl group, and a dibenzothiophenyl group.

In one or more embodiments, L₁ to L₃, L₁₁, and L₁₂ may eachindependently be selected from groups represented by Formulae 4-1 to4-45, but embodiments of the present disclosure are not limited thereto:

In Formulae 4-1 to 4-45, * and *′ may each indicate a binding site to aneighboring atom.

In one or more embodiments, L₁ to L₃, L₁₁, and L₁₂ may eachindependently be selected from groups represented by Formulae 4-1, 4-3,4-5 to 4-17, 4-20, 4-21, 4-24 to 4-37, 4-43, and 4-44.

In Formula 1, a1 indicates the number of L₁(s), a2 indicates the numberof L₂(s), a3 indicates the number of L₃(s), a11 indicates the number ofL₁₁(s), and a12 indicates the number of L₁₂(s). a1 to a3, a11, and a12may each independently be selected from 0, 1, 2, and 3. When a1 is twoor more, two or more L₁(s) may be identical to or different from eachother, when a2 is two or more, two or more L₂(s) may be identical to ordifferent from each other, when a3 is two or more, two or more L₃(s) maybe identical to or different from each other, when a11 is two or more,two or more L₁₁(s) may be identical to or different from each other, andwhen a12 is two or more, two or more L₁₂(s) may be identical to ordifferent from each other. When a1 is zero, *-(L₁)_(a1)-*′ is a singlebond, when a2 is zero, *-(L₂)_(a2)-*′ is a single bond, when a3 is zero,*-(L₃)_(a3)-*′ is a single bond, when a11 is zero, *-(L₁₁)_(a11)-*′ is asingle bond, and when a12 is zero, *-(L₁₂)_(a12)-*′ is a single bond.

In one or more embodiments, a1 to a3, a11, and a12 may eachindependently be selected from 0 and 1.

In Formula 1, R₁ to R₃ and R₁₁ to R₁₆ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substitutedor unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂).

For example, R₁ to R₃ and R₁₁ to R₁₆ may each independently be selectedfrom the group consisting of:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, and ahydrazono group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₃₁)(Q₃₂), and—Si(Q₃₁)(Q₃₂)(Q₃₃); and

—Si(Q₁)(Q₂)(Q₃),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected froma C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, and a naphthyl group.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom the group consisting of:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, and ahydrazono group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃); and

—Si(Q₁)(Q₂)(Q₃),

R₁₁ and R₁₂ may each independently be selected from the group consistingof:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃), and

R₁₃ to R₁₆ may each independently be selected from the group consistingof:

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, and ahydrazono group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected froma C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, and a naphthyl group.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a group representedby any of Formulae 5-1 to 5-79, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃may each independently be selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group),

R₁₁ and R₁₂ may each independently be selected from groups representedby Formulae 5-1 to 5-79, and

R₁₃ to R₁₆ may each independently be selected from a C₁-C₂₀ alkyl group,a C₁-C₂₀ alkoxy group, and a group represented by any of Formulae 5-1 to5-79:

In Formulae 5-1 to 5-79,

Y₃₁ may be selected from O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), and Si(Z₃₆)(Z₃₇),

Z₃₁ to Z₃₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzimidazolyl group,a phenanthrolinyl group, a triazinyl group, —N(Q₃₁)(Q₃₂), and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

e2 may be an integer selected from 0 to 2,

e3 may be an integer selected from 0 to 3,

e4 may be an integer selected from 0 to 4,

e5 may be an integer selected from 0 to 5,

e6 may be an integer selected from 0 to 6,

e7 may be an integer selected from 0 to 7,

e9 may be an integer selected from 0 to 9, and

* may indicate a binding site to a neighboring atom.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a group representedby any of Formulae 5-1 to 5-20, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃may each independently be selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group),

R₁₁ and R₁₂ may each independently be selected from groups representedby Formulae 5-1 to 5-20,

R₁₃ to R₁₆ may each independently be selected from a C₁-C₂₀ alkyl group,a C₁-C₂₀ alkoxy group, and a group represented by any of Formulae 5-1 to5-20, and

in Formulae 5-1 to 5-20, Z₃₁ to Z₃₇ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a group representedby any of Formulae 6-1 to 6-100, a group represented by any of Formulae10-1 to 10-121, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃ may eachindependently be selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group),

R₁₁ and R₁₂ may each independently be selected from a group representedby any of Formulae 6-1 to 6-100 and a group represented by any ofFormulae 10-1 to 10-121,

R₁₃ to R₁₆ may each independently be selected from a C₁-C₂₀ alkyl group,a C₁-C₂₀ alkoxy group, a group represented by any of Formulae 6-1 to6-100, and a group represented by any of Formulae 10-1 to 10-121, butembodiments of the present disclosure are not limited thereto:

In Formulae 6-1 to 6-100 and 10-1 to 10-121, Ph may indicate a phenylgroup, and * may indicate a binding site to a neighboring atom.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, and a grouprepresented by any of Formulae 6-1 to 6-100,

R₁₁ and R₁₂ may each independently be selected from groups representedby Formulae 6-1 to 6-100, and

R₁₃ to R₁₆ may each independently be selected from a C₁-C₂₀ alkyl group,a C₁-C₂₀ alkoxy group, and a group represented by any of Formulae 6-1 to6-100.

In one or more embodiments, R₁ to R₃ may each independently be selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a fluorenyl group, adimethylfluorenyl group, a diphenylfluorenyl group, a carbazolyl group,a phenylcarbazolyl group, a dibenzofuranyl group, and adibenzothiophenyl group, but embodiments of the present disclosure arenot limited thereto.

In Formula 1, b1 indicates the number of R₁(s), b2 indicates the numberof R₂(s), b3 indicates the number of R₃(s), b11 indicates the number ofR₁₁(s), and b12 indicates the number of R₁₂(s). b1 to b3, b11, and b12may each independently be selected from 0, 1, 2, and 3. When b1 is twoor more, two or more R₁(s) may be identical to or different from eachother. When b2 is two or more, two or more R₂(s) may be identical to ordifferent from each other. When b3 is two or more, two or more R₃(s) maybe identical to or different from each other. When b11 is two or more,two or more R₁₁(s) may be identical to or different from each other.When b12 is two or more, two or more R₁₂(s) may be identical to ordifferent from each other.

For example, b1 to b3, b11, and b12 may each independently be selectedfrom 1 and 2.

In Formula 1, c1 to c3 may each independently be an integer selectedfrom 0 to 4. When c1 is two or more, two or more*-(L₁)_(a1)-(R₁)_(b1)(s) may be identical to or different from eachother. When c2 is two or more, two or more *-(L₂)_(a2)-(R₂)_(b2)(s) maybe identical to or different from each other. When c3 is two or more,two or more *-(L₃)_(a3)-(R₃)_(b3)(S) may be identical to or differentfrom each other.

In one or more embodiments, in Formula 1, c1 to c3 may eachindependently be selected from 0 and 1, and the sum of c1 to c3 may be0, 1, or 2.

In one or more embodiments, in Formula 1, c1 to c3 may each be 0; or c2and c3 may both be 0 and c1 may be 1, but embodiments of the presentdisclosure are not limited thereto.

The condensed cyclic compound represented by Formula 1 may berepresented by one selected from Formulae 1-1 to 1-3:

In Formulae 1-1 to 1-3, X₁, X₂, L₁, a1, and R₁ may each independently bethe same as described above, provided that R₁ is not hydrogen. R₂₁ toR₂₄ may each independently be the same as described above in connectionwith R₁. R₃₁ to R₃₄ may each independently be the same as describedabove in connection with R₂. R₃₅ to R₃₈ may each independently be thesame as described above in connection with R₃.

In one or more embodiments, in Formulae 1-1 to 1-3, R₂₁ to R₂₄ and R₃₁to R₃₈ may each independently be selected from hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenylgroup, a carbazolyl group, a phenylcarbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, in Formulae 1-1 to 1-3,

X₁ may be N-[(L₁₁)_(a11)-R₁₁],

X₂ may be selected from O, S, N-[(L₁₁)_(a12)-R₁₂], C(R₁₅)(R₁₆), andSi(R₁₅)(R₁₆),

L₁, L₁₁, and L₁₂ may each independently be selected from the groupconsisting of:

a phenylene group, a naphthylene group, a fluorenylene group, acarbazolylene group, a dibenzofuranylene group, and adibenzothiophenylene group;

a phenylene group, a naphthylene group, a fluorenylene group, acarbazolylene group, a dibenzofuranylene group, and adibenzothiophenylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, and a terphenyl group,

a1, a11, and a12 may each independently be selected from 0 and 1,

R₁, R₁₁, and R₁₂ may each independently be selected from the groupconsisting of:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

R₁₅ and R₁₆ may each independently be the same as described herein inconnection with Formula 1, and

R₂₁ to R₂₄ and R₃₁ to R₃₈ may each independently be selected fromhydrogen, deuterium, and a C₁-C₁₀ alkyl group, but embodiments of thepresent disclosure are not limited thereto.

In one or more embodiments, the condensed cyclic compound represented byFormula 1 may be at least one selected from Compounds 1 to 79:

As used herein, “Ph” in these compounds indicates a phenyl group.

When the condensed cyclic compound represented by Formula 1 contains acore as shown in Formula 1′, excellent heat resistance, stability withrespect to charges, and a charge transport capability may be obtained.Accordingly, when the condensed cyclic compound represented by Formula 1is included in an electronic device, for example, an organiclight-emitting device, the manufactured electronic device may have highefficiency and a long lifespan.

In Formula 1′, L₁ to L₃, R₁ to R₃, b₁ to b₃, c₁ to c₃, X₁, and X₂ mayeach independently be the same as described herein in connection withFormula 1.

A synthetic method for the condensed cyclic compound represented byFormula 1 may be understood by one of skill in the art by referring tothe following examples.

At least one condensed cyclic compound represented by Formula 1 may beused between a pair of electrodes included in an organic light-emittingdevice. For example, the condensed cyclic compound may be included in atleast one layer selected from a hole transport region and an emissionlayer. In one or more embodiments, the at least one condensed cycliccompound represented by Formula 1 may be used as a material for forminga capping layer that may be positioned outside the pair of electrodes ofthe organic light-emitting device.

Accordingly, one or more embodiments of the present disclosure providean organic light-emitting device including: a first electrode; a secondelectrode facing the first electrode; and an organic layer between thefirst electrode and the second electrode, the organic layer including anemission layer, wherein the organic layer includes at least onecondensed cyclic compound represented by Formula 1.

As used herein, the expression “(an organic layer) includes at least oneselected from the condensed cyclic compounds” may refer to a case inwhich (an organic layer) includes identical condensed cyclic compoundsrepresented by Formula 1 and a case in which (an organic layer) includestwo or more different condensed cyclic compounds represented by Formula1.

For example, the organic layer may include, as the condensed cycliccompound represented by Formula 1, only Compound 1. In this regard,Compound 1 may be included in a hole transport layer of the organiclight-emitting device. In some embodiments, the organic layer mayinclude, as the condensed cyclic compound represented by Formula 1, bothCompound 1 and Compound 2. In some embodiments, Compound 1 and Compound2 may both exist in the same layer (for example, Compound 1 and Compound2 may both exist in a hole transport layer), or may exist in differentlayers (for example, Compound 1 may exist in a hole transport layer andCompound 2 may exist in an emission auxiliary layer).

In one or more embodiments,

the first electrode of the organic light-emitting device may be ananode,

the second electrode of the organic light-emitting device may be acathode,

the organic layer of the organic light-emitting device may furtherinclude a hole transport region between the first electrode and theemission layer and an electron transport region between the emissionlayer and the second electrode,

the hole transport region may include a hole injection layer, a holetransport layer, an emission auxiliary layer, an electron blockinglayer, or a combination thereof, and

the electron transport region may include a hole blocking layer, abuffer layer, an electron transport layer, an electron injection layer,or a combination thereof. Herein, at least one layer selected from thehole transport region and the emission layer may include at least onecondensed cyclic compound represented by Formula 1. As used herein, theterms “combination”, “combination thereof”, and “combinations thereof”may refer to a chemical combination (e.g., an alloy or chemicalcompound), a mixture, or a laminated structure of components.

The organic light-emitting device may further include at least oneselected from a first capping layer positioned along a pathway wherebylight generated in an emission layer proceeds toward the outside throughthe first electrode, and a second capping layer positioned along apathway whereby light generated in an emission layer proceeds toward theoutside through the second electrode, wherein at least one selected fromthe first capping layer and the second capping layer may include atleast one condensed cyclic compound represented by Formula 1.

For example, the organic light-emitting device may have i) a stackedstructure including a first electrode, an organic layer, a secondelectrode, and a second capping layer sequentially stacked in thisstated order, ii) a stacked structure including a first capping layer, afirst electrode, an organic layer, and a second electrode sequentiallystacked in this stated order, or iii) a stacked structure including afirst capping layer, a first electrode, an organic layer, a secondelectrode, and a second capping layer sequentially stacked in thisstated order, and at least one selected from the first capping layer andthe second capping layer may include at the at least one condensedcyclic compound represented by Formula 1.

The term “organic layer”, as used herein, may refer to a single layerand/or a plurality of layers between the first electrode and the secondelectrode of an organic light-emitting device.

Descriptions for FIG. 1

FIG. 1 is a schematic view illustrating the structure of an organiclight-emitting device 10 according to an embodiment of the presentdisclosure. The organic light-emitting device 10 includes a firstelectrode 110, an organic layer 150, and a second electrode 190.

Hereinafter, the structure of an organic light-emitting device accordingto an embodiment of the present disclosure and a method of manufacturingan organic light-emitting device according to an embodiment of thepresent disclosure will be described in connection with FIG. 1.

First Electrode 110

In FIG. 1, a substrate may be under the first electrode 110 and/or abovethe second electrode 190. The substrate may be a glass substrate or aplastic substrate, each having excellent mechanical strength, thermalstability, transparency, surface smoothness, ease of handling, and/orwater-resistance.

The first electrode 110 may be formed by depositing and/or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for forming the firstelectrode 13 may be selected from materials with a high work function inorder to facilitate hole injection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissive electrode, the material for forming thefirst electrode may be selected from indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and combinationsthereof, but embodiments of the present disclosure are not limitedthereto. When the first electrode 110 is a semi-transmissive electrodeor a reflective electrode, the material for forming the first electrode110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In),magnesium-silver (Mg—Ag), and combinations thereof. However, embodimentsof the material for forming the first electrode 110 are not limitedthereto.

The first electrode 110 may have a single-layered structure or amulti-layered structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but embodiments of the structure of the first electrode 110 are notlimited thereto.

Organic Layer 150

The organic layer 150 may be on the first electrode 110. The organiclayer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode 110 and the emission layer, and an electrontransport region between the emission layer and the second electrode190.

Hole Transport Region in Organic Layer 150

The hole transport region may have i) a single-layered structure havinga single layer of a single material, ii) a single-layered structurehaving a single layer including a plurality of different materials, oriii) a multi-layered structure having a plurality of layers including aplurality of different materials.

The hole transport region may include a hole injection layer (HIL), ahole transport layer (HTL), an emission auxiliary layer, an electronblocking layer (EBL), or a combination thereof.

For example, the hole transport region may have a single-layeredstructure having a single layer including a plurality of differentmaterials, or a multi-layered structure having a structure of holeinjection layer/hole transport layer, hole injection layer/holetransport layer/emission auxiliary layer, hole injection layer/emissionauxiliary layer, hole transport layer/emission auxiliary layer or holeinjection layer/hole transport layer/electron blocking layer, whereinlayers of each structure are sequentially stacked on the first electrode110 in each stated order, but embodiments of the structure of the holetransport region are not limited thereto.

The hole transport region may include at least one condensed cycliccompound represented by Formula 1.

For example, the hole transport region may include a hole transportlayer, wherein the hole transport layer includes at least one condensedcyclic compound represented by Formula 1. However, embodiments of thepresent disclosure are not limited thereto.

In some embodiments, the hole transport region may include at least oneselected from m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD,Spiro-NPB, methylated NPB, TAPC, HMTPD,4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (PANI/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

L₂₀₅ may be selected from *—O—*′, *—S—*′, *—N(Q₂₀₁)—*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer selected from 0 to 3,

xa5 may be an integer selected from 1 to 10, and

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, in Formula 202, R₂₀₁ and R₂₀₂ may be optionally connectedvia a single bond, a dimethyl-methylene group, or a diphenyl-methylenegroup, and R₂₀₃ and R₂₀₄ may be optionally connected via a single bond,a dimethyl-methylene group, or a diphenyl-methylene group.

In one or more embodiments, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may each independently be selected from the groupconsisting of:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, xa1 to xa4 may each independently beselected from 0, 1, and 2.

In one or more embodiments, xa5 may be selected from 1, 2, 3, and 4.

In one or more embodiments, R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independentlybe selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, in Formula 201, at least one selected fromR₂₀₁ to R₂₀₃ may be selected from the group consisting of:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, in Formula 202, i) R₂₀₁ and R₂₀₂ may beoptionally connected via a single bond, and/or ii) R₂₀₃ and R₂₀₄ may beoptionally connected via a single bond.

In one or more embodiments, in Formula 202, at least one selected fromR₂₀₁ to R₂₀₄ may be selected from the group consisting of:

a carbazolyl group; and

a carbazolyl group substituted with deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a phenyl group substituted with aC₁-C₁₀ alkyl group, a phenyl group substituted with —F, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group,a dibenzofuranyl group, and a dibenzothiophenyl group, but embodimentsof the present disclosure are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

In one or more embodiments, the compound represented by Formula 201 maybe represented by Formula 201A(1), but embodiments of the presentdisclosure are not limited thereto:

In one or more embodiments, the compound represented by Formula 201 maybe represented by Formula 201A-1, but embodiments of the presentdisclosure are not limited thereto:

In one or more embodiments, the compound represented by Formula 202 maybe represented by Formula 202A:

In one or more embodiments, the compound represented by Formula 202 maybe represented by Formula 202A-1:

In Formulae 201A, 201A(1), 201A-1, 202A, and 202A-1,

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ may each independentlybe the same as described above,

R₂₁₁ and R₂₁₂ may each independently be the same as described above inconnection with R₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but embodiments of the present disclosureare not limited thereto:

The thickness of the hole transport region may be about 100 Å to about10,000 Å, and in some embodiments, about 100 Å to about 1,000 Å. Whenthe hole transport region includes at least one selected from a holeinjection layer and a hole transport layer, the thickness of the holeinjection layer may be about 100 Å to about 9,000 Å, and in someembodiments, about 100 Å to about 1,000 Å; the thickness of the holetransport layer may be about 50 Å to about 2,000 Å, and in someembodiments, about 100 Å to about 1,500 Å. When the thicknesses of thehole transport region, the hole injection layer, and the hole transportlayer are within these ranges, satisfactory hole transportingcharacteristics may be obtained without a substantial increase indriving voltage.

The emission auxiliary layer may increase light-emission efficiency bycompensating for an optical resonance distance according to thewavelength of light emitted by an emission layer (e.g., be used toadjust the optical resonance distance to match the wavelength of lightemitted from the emission layer), and the electron blocking layer mayblock or reduce the flow of electrons from an electron transport region.The emission auxiliary layer and the electron blocking layer may eachinclude the same materials as described above.

P-Dopant

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In some embodiments, the p-dopant may have a lowest unoccupied molecularorbital (LUMO) energy level of −3.5 eV or less.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a cyano group-containing compound, butembodiments of the present disclosure are not limited thereto.

For example, the p-dopant may include at least one selected from thegroup consisting of:

a quinone derivative (such as a tetracyanoquinodimethane (TCNQ) and/or a2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ));

a metal oxide (such as a tungsten oxide and/or a molybdenum oxide);

1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221,

but embodiments of the present disclosure are not limited thereto:

In Formula 221,

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, provided that at leastone selected from R₂₂₁ to R₂₂₃ has at least one substituent selectedfrom a cyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substitutedwith —F, a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br, and a C₁-C₂₀ alkyl group substituted with —I.

Emission Layer in Organic Layer 150

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, and/or a blue emission layer,according to a sub pixel. In some embodiments, the emission layer mayhave a stacked structure of two or more layers selected from a redemission layer, a green emission layer, and a blue emission layer, inwhich the two or more layers may contact each other or may be separatedfrom each other. In some embodiments, the emission layer may include twoor more materials selected from a red-light emission material, agreen-light emission material, and a blue-light emission material, inwhich the two or more materials are mixed with each other in a singlelayer to thereby emit white light.

The emission layer may include a host and a dopant. The dopant may be atleast one selected from a phosphorescent dopant and a fluorescentdopant.

The emission layer may include at least one condensed cyclic compoundrepresented by Formula 1.

The amount of the dopant in the emission layer may be about 0.01 toabout 15 parts by weight based on 100 parts by weight of the host, butembodiments of the present disclosure are not limited thereto.

The thickness of the emission layer may be about 100 Å to about 1,000 Å,and in some embodiments, about 200 Å to about 600 Å. When the thicknessof the emission layer is within these ranges, excellent light-emissioncharacteristics may be obtained without a substantial increase indriving voltage.

Host in Emission Layer

The host may include the condensed cyclic compound represented byFormula 1.

In some embodiments, the host may include a compound represented byFormula 301:

[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21).  Formula 301

In Formula 301,

Ar₃₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be selected from 1, 2, and 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer selected from 0 to 5,

R₃₀₁ may be selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂), and

xb21 may be an integer selected from 1 to 5,

wherein Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, in Formula 301, Ar₃₀₁ may be selected fromthe group consisting of:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group and a dibenzothiophenegroup; and

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In Formula 301, when xb11 is two or more, two or more Ar₃₀₁(s) may beconnected via one or more single bonds.

In one or more embodiments, the compound represented by Formula 301 maybe represented by Formula 301-1 or 301-2:

In Formulae 301-1 and 301-2,

A₃₀₁ to A₃₀₄ may each independently be selected from a benzene group, anaphthalene group, a phenanthrene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a pyridine group,a pyrimidine group, an indene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,an indole group, a carbazole group, a benzocarbazole group, adibenzocarbazole group, a furan group, a benzofuran group, adibenzofuran group, a naphthofuran group, a benzonaphthofuran group, adinaphthofuran group, a thiophene group, a benzothiophene group, adibenzothiophene group, a naphthothiophene group, abenzonaphthothiophene group, and a dinaphthothiophene group,

X₃₀₁ may be selected from O, S, and N-[(L₃₀₄)_(xb4)-R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be selected from 0, 1, and 2,

L₃₀₁, xb1, R₃₀₁, and Q₃₁ to Q₃₃ may each independently be the same asdescribed above,

L₃₀₂ to L₃₀₄ may each independently be the same as described above inconnection with L₃₀₁,

xb2 to xb4 may each independently be the same as described above inconnection with xb1, and

R₃₀₂ to R₃₀₄ may each independently be the same as described above inconnection with R₃₀₁.

For example, in Formulae 301, 301-1, and 301-2, L₃₀₁ to L₃₀₄ may eachindependently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, in Formulae 301, 301-1, and 301-2, R₃₀₁ toR₃₀₄ may each independently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be the same as describedabove.

In one or more embodiments, the host may include an alkaline earth metalcomplex. For example, the host may be selected from a beryllium (Be)complex (for example, Compound H55), and a magnesium (Mg) complex. Inone or more embodiments, the host may include a zinc (Zn) complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADN),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1, 1′-biphenyl (CBP), a1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP),and Compounds H1 to H55, but embodiments of the present disclosure arenot limited thereto:

Phosphorescent Dopant in Emission Layer of Organic Layer 150

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formulae 401 and 402,

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm),

L₄₀₁ may be selected from ligands represented by Formula 402, xc1 may beselected from 1, 2, and 3, and when xc1 is two or more, two or moreL₄₀₁(s) may be identical to or different from each other,

L₄₀₂ may be an organic ligand, xc2 may be an integer selected from 0 to4, and when xc2 is two or more, two or more L₄₀₂(s) may be identical toor different from each other,

X₄₀₁ to X₄₀₄ may each independently be selected from nitrogen andcarbon,

X₄₀₁ and X₄₀₃ may be connected via a single bond or a double bond, andX₄₀₂ and X₄₀₄ may be connected via a single bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be selected from a C₅-C₆₀carbocyclic group and a C₁-C₆₀ heterocyclic group,

X₄₀₅ may be selected from a single bond, *—O—*′, *—S—*′, *—C(═O)—*′,*—N(Q₄₁₁)—*′, *—C(Q₄₁₁)(Q₄₁₂)—*′, *—C(Q₄₁₁)═C(Q₄₁₂)—*′, *—C(Q₄₁₁)=*′,and *═C(Q₄₁₁)=*′, wherein Q₄₁₁ and Q₄₁₂ may each independently beselected from hydrogen, deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group,

X₄₀₆ may be selected from a single bond, O, and S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃),—N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and—P(═O)(Q₄₀₁)(Q₄₀₂), wherein Q₄₀₁ to Q₄₀₃ may each independently beselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a C₆-C₂₀ arylgroup, and a C₁-C₂₀ heteroaryl group,

xc11 and xc12 may each independently be an integer selected from 0 to10, and

in Formula 402, * and *′ may each indicate a binding site to M inFormula 401.

In one or more embodiments, in Formula 402, A₄₀₁ and A₄₀₂ may eachindependently be selected from a benzene group, a naphthalene group, afluorene group, a spiro-bifluorene group, an indene group, a pyrrolegroup, a thiophene group, a furan group, an imidazole group, a pyrazolegroup, a thiazole group, an isothiazole group, an oxazole group, anisoxazole group, a pyridine group, a pyrazine group, a pyrimidine group,a pyridazine group, a quinoline group, an isoquinoline group, abenzoquinoline group, a quinoxaline group, a quinazoline group, acarbazole group, a benzimidazole group, a benzofuran group, abenzothiophene group, an isobenzothiophene group, a benzoxazole group,an isobenzoxazole group, a triazole group, a tetrazole group, anoxadiazole group, a triazine group, a dibenzofuran group, and adibenzothiophene group.

In one or more embodiments, in Formula 402, i) X₄₀₁ may be nitrogen andX₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ may both be nitrogen.

In one or more embodiments, in Formula 402, R₄₀₁ and R₄₀₂ may eachindependently be selected from the group consisting of:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group,a cyclohexyl group, an adamantyl group, a norbornanyl group, and anorbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornanylgroup, a norbornenyl group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, a pyridinyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and adibenzothiophenyl group; and

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂),

wherein Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group,and a naphthyl group, but embodiments of the present disclosure are notlimited thereto.

In one or more embodiments, in Formula 401, when xc1 is two or more, twoA₄₀₁(s) of two or more L₄₀₁(s) may be optionally connected via a linkinggroup X₄₀₇, and/or two A₄₀₂(s) may be optionally connected via a linkinggroup X₄₀₈ (see Compounds PD1 to PD4 and PD7). X₄₀₇ and X₄₀₈ may eachindependently be selected from a single bond, *—O—*′, *—S—*′,*—C(═O)—*′, *—N(Q₄₁₃)—*′, *—C(Q₄₁₃)(Q₄₁₄)—*′, and *—C(Q₄₁₃)═C(Q₄₁₄)—*′(wherein Q₄₁₃ and Q₄₁₄ may each independently be selected from hydrogen,deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group,a biphenyl group, a terphenyl group, and a naphthyl group), butembodiments of the present disclosure are not limited thereto.

In Formula 401, L₄₀₂ may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from halogen, a diketone (forexample, an acetylacetonate), a carboxylic acid (for example, apicolinate), —C(═O), an isonitrile, —CN, and a phosphorus-based ligand(for example, a phosphine and/or a phosphite), but embodiments of thepresent disclosure are not limited thereto.

In one or more embodiments, the phosphorescent dopant may be selectedfrom, for example, Compounds PD1 to PD25, but embodiments of the presentdisclosure are not limited thereto:

Fluorescent Dopant in Emission Layer

The fluorescent dopant may include an arylamine compound or astyrylamine compound.

The fluorescent dopant may include a compound represented by Formula501:

In Formula 501,

Ar₅₀₁ may be selected from a substituted or unsubstituted C₅-C₆₀carbocyclic group and a substituted or unsubstituted C₁-C₆₀ heterocyclicgroup,

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer selected from 0 to 3,

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4 may be an integer selected from 1 to 6.

In one or more embodiments, in Formula 501, Ar₅₀₁ may be selected fromthe group consisting of:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more embodiments, in Formula 501, L₅₀₁ to L₅₀₃ may eachindependently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In one or more embodiments, in Formula 501, R₅₀₁ and R₅₀₂ may eachindependently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, in Formula 501, xd4 may be two, butembodiments of the present disclosure are not limited thereto.

For example, the fluorescent dopant may be selected from Compounds FD1to FD22:

In one or more embodiments, the fluorescent dopant may be selected fromthe compounds below, but embodiments of the present disclosure are notlimited thereto:

Electron Transport Region in Organic Layer 150

The electron transport region may have i) a single-layered structurehaving a single layer including a single material, ii) a single-layeredstructure having a single layer including a plurality of differentmaterials, or iii) a multi-layered structure having a plurality oflayers including a plurality of different materials.

The electron transport region may include a buffer layer, a holeblocking layer, an electron control layer, an electron transport layer(ETL), an electron injection layer, or a combination thereof, butembodiments of the present disclosure are not limited thereto.

For example, the electron transport region may have a structure ofelectron transport layer/electron injection layer, a structure of holeblocking layer/electron transport layer/electron injection layer, astructure of electron control layer/electron transport layer/electroninjection layer, or a structure of buffer layer/electron transportlayer/electron injection layer, wherein layers of each structure aresequentially stacked on the emission layer in each stated order.However, embodiments of the structure of the electron transport layerare not limited thereto.

The electron transport region (for example, a buffer layer, a holeblocking layer, an electron control layer, and/or an electron transportlayer in the electron transport region) may include a metal-freecompound containing at least one π electron-depleted nitrogen-containingring.

As used herein, the phrase “π electron-depleted nitrogen-containingring” refers to a C₁-C₆₀ heterocyclic group having at least one *—N=*′moiety as a ring-forming moiety.

For example, a “π electron-depleted nitrogen-containing ring” may be i)a 5-membered to 7-membered heteromonocyclic group having at least one*—N=*′ moiety, ii) a heteropolycyclic group in which two or more5-membered to 7-membered hetero monocyclic groups, each having at leastone *—N=*′ moiety, are condensed (e.g., fused) with each other, or iii)a heteropolycyclic group in which at least one 5-membered to 7-memberedhetero monocyclic group having at least one *—N=*′ moiety is condensed(e.g., fused) with at least one C₅-C₆₀ carbocyclic group.

Non-limiting examples of the π electron-depleted nitrogen-containingring may include an imidazole, a pyrazole, a thiazole, an isothiazole,an oxazole, an isoxazole, a pyridine, a pyrazine, a pyrimidine, apyridazine, an indazole, a purine, a quinoline, an isoquinoline, abenzoquinoline, a phthalazine, a naphthyridine, a quinoxaline, aquinazoline, a cinnoline, a phenanthridine, an acridine, aphenanthroline, a phenazine, a benzimidazole, an isobenzothiazole, abenzoxazole, an isobenzoxazole, a triazole, a tetrazole, an oxadiazole,a triazine, a thiadiazole, an imidazopyridine, an imidazopyrimidine, andan azacarbazole, but embodiments of the present disclosure are notlimited thereto.

For example, the electron transport region may include a compoundrepresented by Formula 601:

[Ar₆₀₁]_(xe11)-[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21).  Formula 601

In Formula 601,

Ar₆₀₁ may be selected from a substituted or unsubstituted C₅-C₆₀carbocyclic group and a substituted or unsubstituted C₁-C₆₀ heterocyclicgroup,

xe11 may be selected from 1, 2, and 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xe1 may be an integer selected from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), —C(═O)(Q₆₀₁),—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂),

wherein Q₆₀₁ to Q₆₀₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, and

xe21 may be an integer selected from 1 to 5.

In one or more embodiments, at least one selected from the xe11 Ar₆₀₁(s)and/or at least one selected from the xe21 R₆₀₁(s) may include the πelectron-depleted nitrogen-containing ring described above.

In one or more embodiments, in Formula 601, ring Ar₆₀₁ may be selectedfrom the group consisting of:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazo pyridine group,an imidazo pyrimidine group, and an azacarbazole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazo pyridine group,an imidazo pyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In Formula 601, when xe11 is two or more, two or more Ar₆₀₁(s) may beconnected via a single bond.

In one or more embodiments, in Formula 601, Ar₆₀₁ may be an anthracenegroup.

In one or more embodiments, the compound represented by Formula 601 maybe represented by Formula 601-1:

In Formula 601-1,

X₆₁₄ may be selected from N and C(R₆₁₄), X₆₁₅ may be selected from N andC(R₆₁₅), X₆₁₆ may be selected from N and C(R₆₁₆), and at least oneselected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be the same as described above inconnection with L₆₀₁,

xe611 to xe613 may each independently be the same as described above inconnection with xe1,

R₆₁₁ to R₆₁₃ may each independently be the same as described above inconnection with R₆₀₁, and

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one or more embodiments, in Formulae 601 and 601-1, L₆₀₁ and L₆₁₁ toL₆₁₃ may each independently be selected from the group consisting of:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group, but embodiments of the presentdisclosure are not limited thereto.

In one or more embodiments, in Formulae 601 and 601-1, xe1 and xe611 toxe613 may each independently be selected from 0, 1, and 2.

In one or more embodiments, in Formulae 601 and 601-1, R₆₀₁ and R₆₁₁ toR₆₁₃ may each independently be selected from the group consisting of:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

—S(═O)₂(Q₆₀₁) and —P(═O)(Q₆₀₁)(Q₆₀₂),

wherein Q₆₀₁ and Q₆₀₂ may each independently be the same as describedabove.

The electron transport region may include at least one compound selectedfrom Compounds ET1 to ET36, but embodiments of the present disclosureare not limited thereto:

In one or more embodiments, the electron transport region may include atleast one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1, 10-phenanthroline (Bphen),Alq₃, Balq,3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), and NTAZ:

The thicknesses of the buffer layer, the hole blocking layer, and/or theelectron controlling layer may each independently be about 20 Å to about1,000 Å, and in some embodiments, about 30 Å to about 300 Å. When thethicknesses of the buffer layer, the hole blocking layer, and theelectron control layer are each within these ranges, the electronblocking layer may have excellent electron blocking characteristicsand/or electron control characteristics without a substantial increasein driving voltage.

The thickness of the electron transport layer may be about 100 Å toabout 1,000 Å, and in some embodiments, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within these ranges,the electron transport layer may have satisfactory electron transportcharacteristics without a substantial increase in driving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected from analkali metal complex and an alkaline earth metal complex. The alkalimetal complex may include a metal ion selected from a lithium (Li) ion,a sodium (Na) ion, a potassium (K) ion, a rubidium (Rb) ion, and acesium (Cs) ion, and the alkaline earth metal complex may include ametal ion selected from a beryllium (Be) ion, a magnesium (Mg) ion, acalcium (Ca) ion, a strontium (Sr) ion, and a barium (Ba) ion. Eachligand coordinated with the metal ion of the alkali metal complex or thealkaline earth metal complex may be independently selected from ahydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, ahydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyloxazole, ahydroxyphenylthiazole, a hydroxydiphenyloxadiazole, ahydroxydiphenylthiadiazole, a hydroxyphenylpyridine, ahydroxyphenylbenzimidazole, a hydroxyphenylbenzothiazole, a bipyridine,a phenanthroline, and a cyclopentadiene, but embodiments of the presentdisclosure are not limited thereto.

For example, the metal-containing material may include a Li complex. TheLi complex may include, for example, Compound ET-D1 (lithium quinolate,LiQ) and/or ET-D2.

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may directly contact the second electrode190.

The electron injection layer may have i) a single-layered structurehaving a single layer including a single material, ii) a single-layeredstructure having a single layer including a plurality of differentmaterials, or iii) a multi-layered structure having a plurality oflayers including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth complex, a rare earth metal complex, or acombination thereof.

The alkali metal may be selected from Li, Na, K, Rb, and Cs. In oneembodiment, the alkali metal may be selected from Li, Na, and Cs. In oneembodiment, the alkali metal may be selected from Li and Cs, butembodiments of the present disclosure are not limited thereto.

The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

The rare earth metal may be selected from scandium (Sc), yttrium (Y),cerium (Ce), ytterbium (Yb), gadolinium (Gd), and terbium (Tb).

The alkali metal compound, the alkaline earth metal compound, and therare earth metal compound may each be selected from oxides and halides(for example, fluorides, chlorides, bromides, and/or iodines) of thealkali metals, the alkaline earth metals and the rare earth metals.

The alkali metal compound may be selected from alkali metal oxides (suchas Li₂O, Cs₂O, and/or K₂O) and alkali metal halides (such as LiF, NaF,CsF, KF, LiI, NaI, CsI, and/or Kl). In one embodiment, the alkali metalcompound may be selected from LiF, Li₂O, NaF, LiI, NaI, CsI, and Kl, butembodiments of the present disclosure are not limited thereto.

The alkaline earth metal compound may be selected from alkaline earthmetal compounds (such as BaO, SrO, CaO, Ba_(x)Sr_(1-x)O (0<x<1), and/orBa_(x)Ca_(1-x)O (0<x<1)). In one embodiment, the alkaline earth metalcompound may be selected from BaO, SrO, and CaO, but embodiments of thepresent disclosure are not limited thereto.

The rare earth metal compound may be selected from YbF₃, ScF₃, ScO₃,Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In one embodiment, the rare earth metalcompound may be selected from YbF₃, ScF₃, TbF₃, YbI₃, ScI₃, and TbI₃,but embodiments of the present disclosure are not limited thereto.

The alkali metal complex, the alkaline earth metal complex, and the rareearth metal complex may respectively include an alkali metal ion, analkaline earth metal ion, and a rare earth metal ion as described above,and each ligand coordinated with a metal ion of the alkali metalcomplex, the alkaline earth metal complex, and the rare earth metalcomplex may independently be selected from a hydroxyquinoline, ahydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, ahydroxyphenanthridine, a hydroxyphenyloxazole, a hydroxyphenylthiazole,a hydroxydiphenyl oxadiazole, a hydroxydiphenyl thiadiazole, ahydroxyphenylpyridine, a hydroxyphenylbenzimidazole, ahydroxyphenylbenzothiazole, a bipyridine, a phenanthroline, and acyclopentadiene, but embodiments of the present disclosure are notlimited thereto.

The electron injection layer may include (e.g., consist of) an alkalimetal, an alkaline earth metal, a rare earth metal, an alkali metalcompound, an alkaline earth metal compound, a rare earth metal compound,an alkali metal complex, an alkaline earth complex, a rare earth metalcomplex, or a combination thereof, or may further include an organicmaterial in addition to the alkaline metal, the alkaline earth metal,the rare earth metal, the alkaline metal compound, the alkaline earthmetal compound, the rare earth metal compound, the alkaline metalcomplex, the alkaline earth complex, the rare earth metal complex, orthe combination thereof. When the electron injection layer furtherincludes the organic material; the alkaline metal, the alkaline earthmetal, the rare earth metal, the alkaline metal compound, the alkalineearth metal compound, the rare earth metal compound, the alkaline metalcomplex, the alkaline earth complex, the rare earth metal complex, orthe combination thereof may be homogeneously or non-homogeneouslydispersed in a matrix including the organic material.

The thickness of the electron injection layer may be about 1 Å to about100 Å, and in some embodiments, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within these ranges, theelectron injection layer may have satisfactory electron injectioncharacteristics without a substantial increase in driving voltage.

Second Electrode 190

The second electrode 190 may be on the organic layer 150. The secondelectrode 190 may be a cathode that is an electron injection electrode,and in this regard, the material for forming the second electrode 190may be a material having a low work function, and such a material may bea metal, an alloy, an electrically conductive compound, or a mixturethereof.

The second electrode 190 may include at least one selected from lithium(Li), magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO, but embodiments of the present disclosure are notlimited thereto. The second electrode 190 may be a transmissiveelectrode, a semi-transmissive electrode, or a reflective electrode.

The second electrode 190 may have a single-layered structure, or amulti-layered structure including two or more layers.

Description of FIGS. 2 to 4

An organic light-emitting device 20 of FIG. 2 includes a first cappinglayer 210, a first electrode 110, an organic layer 150, and a secondelectrode 190, sequentially stacked in this stated order. An organiclight-emitting device 30 of FIG. 3 includes a first electrode 110, anorganic layer 150, a second electrode 190, and a second capping layer220, sequentially stacked in this stated order. An organiclight-emitting device 40 of FIG. 4 includes a first capping layer 210, afirst electrode 110, an organic layer 150, a second electrode 190, and asecond capping layer 220, sequentially stacked in this stated order.

Regarding FIGS. 2 to 4, the first electrode 110, the organic layer 150,and the second electrode 190 may each be understood by referring to thedescription presented in connection with FIG. 1.

In the organic layer 150 of each of the organic light-emitting devices20 and 40, light generated in an emission layer may pass through thefirst electrode 110 and the first capping layer 210 toward the outside,wherein the first electrode 110 may be a semi-transmissive electrode ora transmissive electrode. In the organic layer 150 of each of theorganic light-emitting devices 30 and 40, light generated in an emissionlayer may pass through the second electrode 190 and the second cappinglayer 220 toward the outside, wherein the second electrode 190 may be asemi-transmissive electrode or a transmissive electrode.

The first capping layer 210 and the second capping layer 220 mayincrease the external luminescent efficiency of the device, according tothe principle of constructive interference.

The first capping layer 210 and the second capping layer 220 may eachindependently include at least one condensed cyclic compound representedby Formula 1.

In one or more embodiments, the first capping layer 210 and the secondcapping layer 220 may each independently be a capping layer including anorganic material, an inorganic capping layer including an inorganicmaterial, or a composite capping layer including an organic material andan inorganic material.

At least one selected from the first capping layer 210 and the secondcapping layer 220 may include at least one material selected fromcarbocyclic compounds, heterocyclic compounds, amine-based compounds,porphyrin derivatives, phthalocyanine derivatives, naphthalocyaninederivatives, alkali metal complexes, and alkaline earth metal-basedcomplexes. The carbocyclic compound, the heterocyclic compound, and theamine-based compound may each be optionally substituted with asubstituent containing at least one element selected from O, N, sulfur(S), selenium (Se), silicon (Si), fluorine (F), chlorine (CI), bromine(Br), and iodine (I). In one embodiment, at least one selected from thefirst capping layer 210 and the second capping layer 220 may include anamine-based compound.

In one or more embodiments, at least one selected from the first cappinglayer 210 and the second capping layer 220 may include the compoundrepresented by Formula 201 and/or the compound represented by Formula202.

In one or more embodiments, at least one selected from the first cappinglayer 210 and the second capping layer 220 may include a compoundselected from Compounds HT28 to HT33 and Compounds CP1 to CP5, butembodiments of the present disclosure are not limited thereto:

Hereinbefore, the organic light-emitting device according to anembodiment of the present disclosure has been described in connectionwith FIGS. 1-4. However, embodiments of the present disclosure are notlimited thereto.

Layers constituting the hole transport region, an emission layer, andlayers constituting the electron transport region may be formed in aspecific region using one or more suitable methods selected from vacuumdeposition, spin coating, casting, a Langmuir-Blodgett (LB) method,ink-jet printing, laser-printing, and laser-induced thermal imaging.

When the layers constituting the hole transport layer, the emissionlayer, and the layers constituting the electron transport layer areformed by vacuum deposition, for example, the vacuum deposition may beperformed at a deposition temperature of about 100° C. to about 500° C.,at a vacuum degree of about 10⁻⁸ torr to about 10⁻³ torr, and at adeposition rate of about 0.01 Å/sec to about 100 Å/sec, depending on thecompound to be deposited in the layer, and the structure of the layer tobe formed.

When the layers constituting the hole transport region, the emissionlayer, and the layers constituting the electron transport region areformed by spin coating, the spin coating may be performed at a coatingspeed of about 2,000 rpm to about 5,000 rpm and at a heat treatmenttemperature of about 80° C. to 200° C., depending on the compound to bedeposited in the layer, and the structure of the layer to be formed.

General Definition of Substituents

The term “C₁-C₆₀ alkyl group”, as used herein, refers to a linear orbranched aliphatic hydrocarbon monovalent group having 1 to 60 carbonatoms, and non-limiting examples thereof may include a methyl group, anethyl group, a propyl group, an isobutyl group, a sec-butyl group, atert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group.The term “C₁-C₆₀ alkylene group”, as used herein, refers to a divalentgroup having substantially the same structure as the C₁-C₆₀ alkyl group.

The term “C₂-C₆₀ alkenyl group”, as used herein, refers to a hydrocarbongroup formed by substituting at least one carbon-carbon double bond inthe body (e.g., middle) or at the terminus of the C₂-C₆₀ alkyl group,and non-limiting examples thereof may include an ethenyl group, apropenyl group, and a butenyl group. The term “C₂-C₆₀ alkylene group”,as used herein, refers to a divalent group having substantially the samestructure as the C₂-C₆₀ alkyl group.

The term “C₂-C₆₀ alkynyl group”, as used herein, refers to a hydrocarbongroup formed by substituting at least one carbon-carbon triple bond inthe body (e.g., middle) or at the terminus of the C₂-C₆₀ alkyl group,and non-limiting examples thereof may include an ethynyl group and apropynyl group. The term “C₂-C₆₀ alkylene group”, as used herein, refersto a divalent group having substantially the same structure as theC₂-C₆₀ alkyl group.

The term “C₁-C₆₀ alkoxy group”, as used herein, refers to a monovalentgroup represented by —O-A₁₀₁ (wherein A₁₀₁ is a C₁-C₆₀ alkyl group), andnon-limiting examples thereof may include a methoxy group, an ethoxygroup, and an isopropyloxy group.

The term “C₃-C₁₀ cycloalkyl group”, as used herein, refers to amonovalent hydrocarbon monocyclic group having 3 to 10 carbon atoms, andnon-limiting examples thereof may include a cyclopropyl group, acyclobutyl group, a cyclopentyl group, a cyclohexyl group, and acycloheptyl group. The term “C₃-C₁₀ cycloalkylene group”, as usedherein, refers to a divalent group having substantially the samestructure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group”, as used herein, refers to amonovalent monocyclic group having at least one heteroatom selected fromN, O, Si, phosphorus (P), and S as a ring-forming atom and 1 to 10carbon atoms, and non-limiting examples thereof may include a1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, and atetrahydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group”,as used herein, refers to a divalent group having substantially the samestructure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group”, as used herein, refers to amonovalent monocyclic group having 3 to 10 carbon atoms and at least onedouble bond in the ring thereof and does not have aromaticity (e.g., isnon-aromatic), and non-limiting examples thereof may include acyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group.The term “C₃-C₁₀ cycloalkenylene group”, as used herein, refers to adivalent group having substantially the same structure as the C₃-C₁₀cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group”, as used herein, refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms,and at least one double bond in its ring. Non-limiting examples of theC₁-C₁₀ heterocycloalkenyl group may include a4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-hydrofuranyl group, and a2,3-hydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkenylenegroup”, as used herein, refers to a divalent group having substantiallythe same structure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group”, as used herein, refers to a monovalentgroup having a carbocyclic aromatic system having 6 to 60 carbon atoms,and the term “C₆-C₆₀ arylene group”, as used herein, refers to adivalent group having a carbocyclic aromatic system having 6 to 60carbon atoms. Non-limiting examples of the C₆-C₆₀ aryl group may includea phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenylgroup, a pyrenyl group, and a chrysenyl group. When the C₆-C₆₀ arylgroup and the C₆-C₆₀ arylene group each include two or more rings, therings may be fused (e.g., condensed).

The term “C₁-C₆₀ heteroaryl group”, as used herein, refers to amonovalent group having a cyclic aromatic system that has at least oneheteroatom selected from N, O, Si, P, and S as a ring-forming atom, and1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group”, as usedherein, refers to a divalent group having a carbocyclic aromatic systemthat has at least one heteroatom selected from N, O, Si, P, and S as aring-forming atom, and 1 to 60 carbon atoms. Non-limiting examples ofthe C₁-C₆₀ heteroaryl group may include a pyridinyl group, a pyrimidinylgroup, a pyrazinyl group, a pyridazinyl group, a triazinyl group, aquinolinyl group, and an isoquinolinyl group. When the C₁-C₆₀ heteroarylgroup and the C₁-C₆₀ heteroarylene group each include two or more rings,the rings may be fused (e.g., condensed).

The term “C₆-C₆₀ aryloxy group”, as used herein, refers to —O-A₁₀₂(wherein A₁₀₂ is a C₆-C₆₀ aryl group), and the term “C₆-C₆₀ arylthiogroup”, as used herein, indicates -S-A₁₀₃ (wherein A₁₀₃ is a C₆-C₆₀ arylgroup).

The term “monovalent non-aromatic condensed polycyclic group”, as usedherein, refers to a monovalent group that has two or more ringscondensed with each other, only carbon atoms (for example, 8 to 60carbon atoms) as a ring forming atom, and non-aromaticity in the entiremolecular structure. A non-limiting example of the monovalentnon-aromatic condensed polycyclic group may be a fluorenyl group. Theterm “divalent non-aromatic condensed polycyclic group”, used herein,refers to a divalent group having substantially the same structure asthe monovalent non-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group”, asused herein, refers to a monovalent group that has two or more ringscondensed (e.g., fused), has at least one heteroatom selected from N, O,Si, P, and S other than carbon atoms (for example, 1 to 60 carbonatoms), as a ring forming atom, and has non-aromaticity in the entiremolecular structure (e.g., is non-aromatic). A non-limiting example ofthe monovalent non-aromatic condensed heteropolycyclic group may be acarbazolyl group. The term “divalent non-aromatic condensedheteropolycyclic group”, as used herein, refers to a divalent grouphaving substantially the same structure as the monovalent non-aromaticcondensed heteropolycyclic group.

The term “C₅-C₆₀ carbocyclic group”, as used herein, refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which thering-forming atoms are carbon atoms only. The term “C₅-C₆₀ carbocyclicgroup”, as used herein, refers to an aromatic carbocyclic group or anon-aromatic carbocyclic group. The term “C₅-C₆₀ carbocyclic group”, asused herein, refers to a ring (such as a benzene), a monovalent group(such as a phenyl group), or a divalent group (such as a phenylenegroup). In one or more embodiments, depending on the number ofsubstituents connected to the C₅-C₆₀ carbocyclic group, the C₅-C₆₀carbocyclic group may be a trivalent group or a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group”, as used herein, refers to a grouphaving substantially the same structure as the C₁-C₆₀ carbocyclic group,except that at least one heteroatom selected from N, O, Si, P, and S maybe used in addition to carbon as a ring-forming atom (the number ofcarbon atoms may be 1 to 60).

As used herein, at least one substituent of the substituted C₅-C₆₀carbocyclic group, substituted C₁-C₆₀ heterocyclic group, substitutedC₃-C₁₀ cycloalkylene group, substituted C₁-C₁₀ heterocycloalkylenegroup, substituted C₃-C₁₀ cycloalkenylene group, substituted C₁-C₁₀heterocycloalkenylene group, substituted C₆-C₆₀ arylene group,substituted C₁-C₆₀ heteroarylene group, substituted a divalentnon-aromatic condensed polycyclic group, substituted a divalentnon-aromatic condensed heteropolycyclic group, substituted C₁-C₆₀ alkylgroup, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynylgroup, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkylgroup, substituted C₁-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₁-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group, andsubstituted monovalent non-aromatic condensed heteropolycyclic group maybe selected from the group consisting of:

deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

wherein Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

The term “Ph” as used herein refers to a phenyl group, the term “Me” asused herein refers to a methyl group, the term “Et” as used hereinrefers to an ethyl group, the term “ter-Bu” or “But” as used hereinrefers to a tert-butyl group, and the term “OMe” as used herein refersto a methoxy group.

The term “biphenyl group” as used herein refers to “a phenyl groupsubstituted with a phenyl group”. In other words, the term “biphenylgroup” as used herein refers to a substituted phenyl group having aC₆-C₆₀ aryl group as a substituent.

The term “terphenyl group” as used herein refers to “a phenyl groupsubstituted with a biphenyl group.” In other words, the term “terphenylgroup” as used herein refers to a substituted a phenyl group having aC₆-C₆₀ aryl group substituted with a C₆-C₆₀ aryl group as a substituent.

The symbols * and *′ each indicate, unless defined otherwise, a bindingsite to a neighboring atom in formulae including these symbols.

Hereinafter, a compound according to an embodiment of the presentdisclosure and an organic light-emitting device according to anembodiment of the present disclosure will be described in more detailwith reference to Synthesis Examples and Examples. The term “B was usedinstead of A” used in describing Synthesis Examples refers to anidentical molar equivalent of A being used in place of a molarequivalent of B.

Examples Synthesis Example 1: Synthesis of Compound 1

Synthesis of Intermediate A

5 g of 2-nitro-N,N-diphenyl-9bH-phenalen-1-amine was dissolved in 15 gof triethylphosphite, and the mixed solution was stirred under reflux ina nitrogen atmosphere for 12 hours. After the reaction was completed,the reaction solution was subjected to vacuum distillation to removeunreacted triethylphosphite. The resulting solution was purified bycolumn chromatography using a mixture of hexane and methylene chloride(MC) (4:1 v/v), thereby completing the synthesis of Intermediate A(yield: 46.5%).

High resolution mass spectrometry (HRMS) for C₂₅H₁₈N₂₀₂ [M]+: calc:378.43. found: 377.

Synthesis of Compound 1

Pd(dba)₃ (0.03 equivalent (eq)), (t-Bu)₃P (0.06 eq), and toluene (0.1 M)were added to a flask containing Intermediate A and bromobenzene, andthe mixed solution was allowed to react for 12 hours. The reactionsolution was cooled to room temperature, extraction was performed usingdistilled water, and the organic layer was dried over MgSO₄ andfiltered. Then, the product obtained by distillation under reducedpressure was purified by column chromatography, thereby completing thesynthesis of Compound 1 (yield: 82%).

HRMS for C₃₁H₂₂N₂[M]+: calc: 422.53. found: 421.

Elemental Analysis for C₃₁H₂₂N₂ calc: C, 88.12; H, 5.25; N, 6.63.

Synthesis Example 2: Synthesis of Compound 4

Compound 4 (yield: 79%) was synthesized in substantially the same manneras Compound 1 according to Synthesis Example 1, except that(9-phenyl-9H-carbazole-3-yl)bromide was used instead of bromobenzene.

HRMS for C₄₃H₂₉N₃[M]+: calc: 587.24. found: 586.

Elemental Analysis for C₄₃H₂₉N₃ calc: C, 87.88; H, 4.97; N, 7.15.

Synthesis Example 3: Synthesis of Compound 7

Compound 7 (yield: 74%) was synthesized in substantially the same manneras Compound 1 according to Synthesis Example 1, except that10-bromo-8,13-diphenyl-8,13-dihydro-1H-naphtho[1,8-a,b]phenazine anddibenzo[b,d]thiophen-4-ylboronic acid were used instead of IntermediateA and bromobenzene, respectively, at a molar equivalent ratio of 1:1.2.

HRMS for C₄₃H₂₈N₂S [M]+: calc: 604.20. found: 603.

Elemental Analysis for C₄₃H₂₈N₂S calc: C, 85.40; H, 4.67; N, 4.63; S,5.30.

Synthesis Example 4: Synthesis of Compound 10

Compound 10 (yield: 82%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except that11-bromo-8,13-diphenyl-8,13-dihydro-1H-naphtho[1,8-a,b]phenazine andphenylboronic acid were used instead of Intermediate A and bromobenzene,respectively, at a molar equivalent ratio of 1:1.2.

HRMS for C₃₇H₂₆N₂[M]+: calc: 489.63. found: 488.

Elemental Analysis for C₃₇H₂₆N₂ calc: C, 89.13; H, 5.26; N, 5.62.

Synthesis Example 5: Synthesis of Compound 23

Synthesis of Intermediate B

N-(2-(methylsulfinyl)phenyl)-1H-phenalen-8-amine andtrifluoromethanesulfonic acid (CF₃SO₃H) were added to a flask andstirred for 24 hours at room temperature. Water and pyridine (8:1 v/v)were added thereto, and the mixed solution was stirred under reflux for30 minutes. The reaction solution was cooled to room temperature,extraction was performed using MC, and the organic layer was dried overMgSO₄ and filtered. Then, the product obtained by vacuum distillationwas purified by column chromatography, thereby completing the synthesisof Intermediate B (yield: 82%).

HRMS for C₂₀H₁₇NOS [M]+: calc: 319.42. found: 318.

Synthesis of Compound 24

Compound 24 (yield: 85%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except thatIntermediate B was used instead of Intermediate A.

HRMS for C₂₅H₁₇NS [M]+: calc: 363.48. found: 362.

Elemental Analysis for C₂₅H₁₇NS calc: C, 82.61; H, 4.71; N, 3.85; S,8.82.

Synthesis Example 6: Synthesis of Compound 25

Compound 25 (yield: 78%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except thatIntermediate B and 4-bromodibenzo[b,d]furan were used instead ofIntermediate A and bromobenzene, respectively.

HRMS for C₃₁H₁₉NOS [M]+: calc: 453.56. found: 452.

Elemental Analysis for C₃₁H₁₉NOS calc: C, 82.09; H, 4.22; N, 3.09; 0,3.53; S, 7.07.

Synthesis Example 7: Synthesis of Compound 45

Synthesis of Intermediate C

2-((1H-phenalen-8-yl)amino)phenyl propionate and CF₃SO₃H were added to aflask and stirred for 24 hours at room temperature. Water and pyridine(8:1 v/v) were added thereto, and the mixed solution was stirred underreflux for 30 minutes. The reaction solution was cooled to roomtemperature, extraction was performed using methylene chloride (MC), andthe organic layer was dried over MgSO₄ and filtered. The productobtained by vacuum distillation was purified by column chromatography,thereby completing the synthesis of Intermediate C (yield: 75%).

HRMS for C₁₉H₁₃NO [M]+: calc: 271.32. found: 270.

Synthesis of Compound 45

Compound 45 (yield: 81.4%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except thatIntermediate C was used instead of Intermediate A.

HRMS for C₂₅H₁₇NO [M]+: calc: 347.42. found: 346.

Elemental Analysis for C₂₅H₁₇NO calc: C, 86.43; H, 4.93; N, 4.03; 0,4.61.

Synthesis Example 8: Synthesis of Compound 48

Compound 48 (yield: 77.2%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except thatIntermediate C and 3-bromo-9-phenyl-9H-carbazole were used instead ofIntermediate A and bromobenzene, respectively.

HRMS for C₃₇H₂₄N₂O [M]+: calc: 512.61. found: 511.

Elemental Analysis for C₃₇H₂₄N20 calc: C, 86.69; H, 4.72; N, 5.46; 0,3.12.

Synthesis Example 9: Synthesis of Compound 67

Synthesis of Intermediate D

(2-nitrophenyl)(1H-phenalen-9-yl)diphenylsilane and 15 g oftriethylphosphite were mixed and stirred for 12 hours in a nitrogenatmosphere. After the reaction was completed, the reaction solution wassubjected to vacuum distillation to remove unreacted triethylphosphite.Then, the resulting solution was purified by column chromatography usinga mixture of hexane and MC (4:1 v/v), thereby completing the synthesisof Intermediate D (yield: 51%).

HRMS for C₃₁H₂₃NSi [M]+: calc: 437.62. found: 436.

Synthesis of Compound 67

Compound 67 (yield: 80.6%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except thatIntermediate D was used instead of Intermediate A.

HRMS for C₃₇H₂₇NSi [M]+: calc: 513.72. found: 512.

Elemental Analysis for C₃₇H₂₇NSi calc: C, 86.51; H, 5.30; N, 2.73; Si,5.47.

Synthesis Example 10: Synthesis of Compound 73

Compound 73 (yield: 74%) was synthesized in substantially the samemanner as Compound 1 according to Synthesis Example 1, except that10-bromo-8,13,13-triphenyl-8,13-dihydro-1H-benzo[b]phenaleno[1,2-e][1,4]azasiline(e.g.,10-bromo-8,13,13-triphenyl-1H-phenaleno[8,9-b][1,4]-benzoazasiline) anddibenzo[b,d]thiophen-4-ylboronic acid were used instead of IntermediateA and bromobenzene, respectively, at a molar equivalent ratio of 1:1.2.

HRMS for C₄₉H₃₃NSSi [M]+: calc: 695.96. found: 694.

Elemental Analysis for C₄₉H₃₃NSSi calc: C, 84.57; H, 4.78; N, 2.01; S,4.61; Si, 4.04.

Example 1

An anode was prepared by cutting an indium tin oxide (ITO) glasssubstrate (manufactured by Corning) on which ITO was formed to athickness of 15 Ω/cm² (500 Å) to a size of 50 mm×50 mm×0.7 mm,ultrasonically cleaning the ITO glass substrate using isopropyl alcoholand pure water for 10 minutes each, and cleaned by exposure to UVirradiation and ozone for 10 minutes. Then, the ITO glass substrate wasloaded into a vacuum deposition apparatus.

2-TNATA was vacuum deposited on the on the ITO glass substrate to form ahole injection layer having a thickness of 600 Å, and Compound 1 wasvacuum deposited on the hole injection layer to form a hole transportlayer having a thickness of 300 Å.

CBP (as a host) and Ir(ppy)₃ (as a dopant) were co-deposited on the holetransport layer at a weight ratio of 85:15 to form an emission layerhaving a thickness of 300 Å.

Alq₃ was deposited on the emission layer to form an electron transportlayer having a thickness of 300 Å, LiF was deposited on the electrontransport layer to form an electron injection layer having a thicknessof 10 Å, and Al was vacuum deposited on the electron injection layer toform a cathode having a thickness of 1,200 Å, thereby completing themanufacture of an organic light-emitting device.

Examples 2 to 10 and Comparative Example 1

Additional organic light-emitting devices were manufactured in the samemanner as in Example 1, except that the compounds shown in Table 1 wereeach used instead of Compound 1 in forming each hole transport layer.

Evaluation Example 1

The efficiency and lifespan (T₉₅) of each of the organic light-emittingdevices of Examples 1 to 10 and Comparative Example 1 were evaluatedusing a Keithley SMU 236 meter and a PR650 brightness meter. The resultsthereof are shown in Table 1. Here, the lifespan (T₉₅) results wereobtained by measuring the time at which the brightness (@ 6,000 nit) ofthe organic light-emitting device reached 95% of the initial brightnessafter the organic light-emitting devices were operated.

TABLE 1 Material for forming a Efficiency Lifespan (T₉₅) hole transportlayer (cd/A) (hr@6000 nit) Example 1 Compound 1 47.3 970 Example 2Compound 4 44.1 921 Example 3 Compound 7 45 943 Example 4 Compound 1049.5 921 Example 5 Compound 23 50.2 991 Example 6 Compound 25 41.5 937Example 7 Compound 45 46.8 897 Example 8 Compound 48 43.9 911 Example 9Compound 67 46.1 956 Example 10 Compound 73 45.7 971 Comparative NPB39.8 456 Example 1

Referring to Table 1, it was confirmed that the organic light-emittingdevices of Examples 1 to 10 each had improved efficiency and longlifespan characteristics, compared to the organic light-emitting deviceof Comparative Example 1.

Examples 11 to 14 and Comparative Example 2

Additional organic light-emitting devices were manufactured in the samemanner as in Example 1, except that NPB was used instead of Compound 1in forming the hole transport layer and compounds shown in Table 2 wereeach used instead of CPB as a host in forming the emission layer.

Evaluation Example 2

The efficiency and lifespan (T₉₅) of each of the organic light-emittingdevices of Examples 11 to 14 and Comparative Example 2 were evaluatedusing a Keithley SMU 236 meter and a PR650 brightness measuring meter.The results thereof are shown in Table 2. Here the lifespan (T₉₅)results were obtained by measuring the time at which the brightness (@6,000 nit) of the organic light-emitting device reached 95% of theinitial brightness after the organic light-emitting devices wereoperated.

TABLE 2 Host included in an Efficiency Lifespan (T₉₅) emission layer(cd/A) (hr@6000 nit) Example 11 Compound 4 56.1 726 Example 12 Compound7 57.4 744 Example 13 Compound 25 49.1 710 Example 14 Compound 48 52.7684 Comparative Compound A 44.7 559 Example 2

Referring to Table 2, it was confirmed that the organic light-emittingdevices of Examples 11 to 14 each had improved efficiency and longlifespan characteristics, compared to the organic light-emitting deviceof Comparative Example 2.

An organic light-emitting device according to an embodiment of thepresent disclosure may have relatively low driving voltage, highefficiency, high luminance, and long lifespan characteristics due toinclusion of the condensed cyclic compound represented by Formula 1according to an embodiment of the present disclosure.

It should be understood that the embodiments described herein should beconsidered in a descriptive sense only and not for purposes oflimitation. Descriptions of features or aspects within each embodimentshould typically be considered as being available for other similarfeatures or aspects in other embodiments.

As used herein, expressions such as “at least one of”, “one of”, and“selected from”, when preceding a list of elements, modify the entirelist of elements and do not modify the individual elements of the list.Further, the use of “may” when describing embodiments of the presentdisclosure refers to “one or more embodiments of the presentdisclosure”.

In addition, as used herein, the terms “use”, “using”, and “used” may beconsidered synonymous with the terms “utilize”, “utilizing”, and“utilized”, respectively.

As used herein, the terms “substantially”, “about”, and similar termsare used as terms of approximation and not as terms of degree, and areintended to account for the inherent deviations in measured orcalculated values that would be recognized by those of ordinary skill inthe art.

Also, any numerical range recited herein is intended to include allsub-ranges of the same numerical precision subsumed within the recitedrange. For example, a range of “1.0 to 10.0” is intended to include allsubranges between (and including) the recited minimum value of 1.0 andthe recited maximum value of 10.0, that is, having a minimum value equalto or greater than 1.0 and a maximum value equal to or less than 10.0,such as, for example, 2.4 to 7.6. Any maximum numerical limitationrecited herein is intended to include all lower numerical limitationssubsumed therein and any minimum numerical limitation recited in thisspecification is intended to include all higher numerical limitationssubsumed therein. Accordingly, Applicant reserves the right to amendthis specification, including the claims, to expressly recite anysub-range subsumed within the ranges expressly recited herein.

While one or more embodiments have been described with reference to thedrawings, it will be understood by those of ordinary skill in the artthat various changes in form and details may be made therein withoutdeparting from the spirit and scope as defined by the following claimsand equivalents thereof.

What is claimed is:
 1. A condensed cyclic compound represented byFormula 1:

wherein, in Formula 1, X₁ is selected from O, S,N-[(L₁₁)_(a11)-(R₁₁)_(b11)], C(R₁₃)(R₁₄), and Si(R₁₃)(R₁₄), X₂ isselected from O, S, N-[(L₁₂)_(a12)-(R₁₂)_(b12)], C(R₁₅)(R₁₆), andSi(R₁₅)(R₁₆), L₁ to L₃, L₁₁, and L₁₂ are each independently selectedfrom a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group, a1to a3, a11, and a12 are each independently selected from 0, 1, 2, and 3,and when a1 is two or more, two or more Li(s) are identical to ordifferent from each other, when a2 is two or more, two or more L₂(s) areidentical to or different from each other, when a3 is two or more, twoor more L₃(s) are identical to or different from each other, when a11 istwo or more, two or more L₁₁(s) are identical to or different from eachother, and when a12 is two or more, two or more L₁₂(s) are identical toor different from each other, R₁ to R₃ and R₁₁ to R₁₆ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group), —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂), b1 to b3, b11,and b12 are each independently selected from 0, 1, 2, and 3, and when b1is two or more, two or more R₁(s) are identical to or different fromeach other, when b2 is two or more, two or more R₂(s) are identical toor different from each other, when b3 is two or more, two or more R₃(s)are identical to or different from each other, when b11 is two or more,two or more R₁₁(s) are identical to or different from each other, andwhen b12 is two or more, two or more R₁₂(s) are identical to ordifferent from each other, c1 to c3 are each independently an integerselected from 0 to 4, and when c1 is two or more, two or more*-(L₁)_(a1)-(R₁)_(b1)(S) are identical to or different from each other,when c2 is two or more, two or more *-(L₂)_(a2)-(R₂)_(b2)(S) areidentical to or different from each other, and when c3 is two or more,two or more *-(L₃)_(a3)-(R₃)_(b3)(s) are identical to or different fromeach other, and at least one substituent of the substituted C₃-C₁₀cycloalkylene group, the substituted C₁-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₁-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group is selectedfrom the group consisting of: deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group,a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxygroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₃-C₁₀ cycloalkyl group,a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂),—B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁), —S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂); a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, and a monovalentnon-aromatic condensed heteropolycyclic group; a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂),—B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and —P(═O)(Q₂₁)(Q₂₂); and—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ toQ₂₃, and Q₃₁ to Q₃₃ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group.
 2. Thecondensed cyclic compound of claim 1, wherein X₁ isN-[(L₁₁)_(a11)-(R₁₁)_(b11)].
 3. The condensed cyclic compound of claim1, wherein L₁ to L₃, L₁₁, and L₁₂ are each independently selected fromthe group consisting of: a phenylene group, a pentalenylene group, anindenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-bifluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, an ovalenylene group,a thiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, and adibenzocarbazolylene group; and a phenylene group, a pentalenylenegroup, an indenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-bifluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, an ovalenylene group,a thiophenylene group, a furanylene group, a carbazolylene group, abenzofuranylene group, a benzothiophenylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group and adibenzocarbazolylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group.
 4. Thecondensed cyclic compound of claim 1, wherein L₁ to L₃, L₁₁, and L₁₂ areeach independently selected from groups represented by Formulae 3-1 to3-46:

wherein, in Formulae 3-1 to 3-46, Y₁ is selected from O, S, C(Z₃)(Z₄),N(Z₅), and Si(Z₆)(Z₇), Z₁ to Z₇ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),wherein Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, d2 is an integer selected from 0to 2, d3 is an integer selected from 0 to 3, d4 is an integer selectedfrom 0 to 4, d5 is an integer selected from 0 to 5, d6 is an integerselected from 0 to 6, d8 is an integer selected from 0 to 8, and * and*′ each indicate a binding site to a neighboring atom.
 5. The condensedcyclic compound of claim 4, wherein: L₁ to L₃, L₁₁, and L₁₂ are eachindependently selected from groups represented by Formulae 3-1 to 3-9,3-25 to 3-27, and 3-31 to 3-43, and Z₁ to Z₇ in Formulae 3-1 to 3-9,3-25 to 3-27, and 3-31 to 3-43 are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a carbazolyl group, a dibenzofuranyl group, and adibenzothiophenyl group.
 6. The condensed cyclic compound of claim 1,wherein a1 to a3, a11, and a12 are each independently selected from 0and
 1. 7. The condensed cyclic compound of claim 1, wherein: R₁ to R₃are each independently selected from the group consisting of: hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, and a C₁-C₂₀ alkoxy group; a C₁-C₂₀ alkyl group and aC₁-C₂₀ alkoxy group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, and a hydrazono group; aphenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group; a phenyl group, a biphenyl group, a terphenylgroup, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apicenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and a dibenzosilolyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group,a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, a benzofuranylgroup, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a dibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃); and—Si(Q₁)(Q₂)(Q₃), R₁₁ and R₁₂ are each independently selected from thegroup consisting of: a phenyl group, a biphenyl group, a terphenylgroup, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apicenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group,a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and a dibenzosilolyl group; and a phenyl group, a biphenyl group,a terphenyl group, a pentalenyl group, an indenyl group, a naphthylgroup, an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a thiophenyl group, a furanyl group, acarbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, and a dibenzosilolyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, —N(Q₃₁)(Q₃₂),and —Si(Q₃₁)(Q₃₂)(Q₃₃), and R₁₃ to R₁₆ are each independently selectedfrom the group consisting of: a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxygroup; a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, and a hydrazono group; a phenyl group, a biphenyl group, aterphenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a thiophenyl group, a furanyl group, acarbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, and a dibenzosilolyl group; and aphenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₁to Q₃ and Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.
 8. The condensed cyclic compoundof claim 1, wherein: R₁ to R₃ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a group represented by any ofFormulae 5-1 to 5-79, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃ are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup), R₁₁ and R₁₂ are each independently selected from groupsrepresented by Formulae 5-1 to 5-79, and R₁₃ to R₁₆ are eachindependently selected from a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group,and a group represented by any of Formulae 5-1 to 5-79:

wherein, in Formulae 5-1 to 5-79, Y₃₁ is selected from O, S,C(Z₃₃)(Z₃₄), N(Z₃₅), and Si(Z₃₆)(Z₃₇), Z₃₁ to Z₃₇ are each independentlyselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, abenzimidazolyl group, a phenanthrolinyl group, a triazinyl group,—N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup, e2 is an integer selected from 0 to 2, e3 is an integer selectedfrom 0 to 3, e4 is an integer selected from 0 to 4, e5 is an integerselected from 0 to 5, e6 is an integer selected from 0 to 6, e7 is aninteger selected from 0 to 7, e9 is an integer selected from 0 to 9,and * indicates a binding site to a neighboring atom.
 9. The condensedcyclic compound of claim 8, wherein: R₁ to R₃ are each independentlyselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a grouprepresented by any of Formulae 5-1 to 5-20, and —Si(Q₁)(Q₂)(Q₃) (whereinQ₁ to Q₃ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group), R₁₁ and R₁₂ are each independentlyselected from groups represented by Formulae 5-1 to 5-20, R₁₃ to R₁₆ areeach independently selected from a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, and a group represented by any of Formulae 5-1 to 5-20, and inFormulae 5-1 to 5-20, Z₃₁ to Z₃₇ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, —N(Q₃₁)(Q₃₂), and —Si(Q₃₁)(Q₃₂)(Q₃₃), whereinQ₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.
 10. The condensed cyclic compound of claim1, wherein: R₁ to R₃ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a group represented by any ofFormulae 6-1 to 6-100, a group represented by any of Formulae 10-1 to10-121, and —Si(Q₁)(Q₂)(Q₃) (wherein Q₁ to Q₃ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group), R₁₁and R₁₂ are each independently selected from a group represented by anyof Formulae 6-1 to 6-100 and a group represented by any of Formulae 10-1to 10-121, and R₁₃ to R₁₆ are each independently selected from a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a group represented by any ofFormulae 6-1 to 6-100, and a group represented by any of Formulae 10-1to 10-121:

wherein, in Formulae 6-1 to 6-100 and 10-1 to 10-121, Ph indicates aphenyl group, and * indicates a binding site to a neighboring atom. 11.The condensed cyclic compound of claim 1, wherein: R₁ to R₃ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, and a group represented by any of Formulae 6-1 to 6-100,R₁₁ and R₁₂ are each independently selected from groups represented byFormulae 6-1 to 6-100, and R₁₃ to R₁₆ are each independently selectedfrom a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, and a grouprepresented by any of Formulae 6-1 to 6-100.
 12. The condensed cycliccompound of claim 1, wherein the condensed cyclic compound isrepresented by one selected from Formulae 1-1 to 1-3:

wherein, in Formulae 1-1 to 1-3, X₁, X₂, L₁, a1, and R₁ are eachindependently the same as described in connection with Formula 1,provided that R₁ is not hydrogen, R₂₁ to R₂₄ and R₃₁ to R₃₈ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, afluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, acarbazolyl group, a phenylcarbazolyl group, a dibenzofuranyl group, anda dibenzothiophenyl group.
 13. The condensed cyclic compound of claim12, wherein: X₁ is N-[(L₁₁)_(a11)-R₁₁], X₂ is selected from O, S,N-[(L₁₁)_(a12)-R₁₂], C(R₁₅)(R₁₆), and Si(R₁₅)(R₁₆), L₁, L₁₁, and L₁₂ areeach independently selected from the group consisting of: a phenylenegroup, a naphthylene group, a fluorenylene group, a carbazolylene group,a dibenzofuranylene group, and a dibenzothiophenylene group; and aphenylene group, a naphthylene group, a fluorenylene group, acarbazolylene group, a dibenzofuranylene group, and adibenzothiophenylene group, each substituted with at least one selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, and a terphenyl group, a1, a11, and a12 are eachindependently selected from 0 and 1, R₁, R₁₁, and R₁₂ are eachindependently selected from the group consisting of: a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, and a dibenzosilolyl group; and aphenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, and adibenzosilolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group and adibenzosilolyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ areeach independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group, and R₂₁ to R₂₄ and R₃₁ to R₃₈ are each independentlyselected from hydrogen, deuterium, and a C₁-C₁₀ alkyl group.
 14. Thecondensed cyclic compound of claim 1, wherein: the condensed cycliccompound is at least one selected from Compounds 1 to 79:

wherein, in Compounds 1 to 79, Ph indicates a phenyl group.
 15. Anorganic light-emitting device comprising: a first electrode; a secondelectrode facing the first electrode; and an organic layer between thefirst electrode and the second electrode, the organic layer comprisingan emission layer, wherein the organic layer comprises the condensedcyclic compound of claim
 1. 16. The organic light-emitting device ofclaim 15, wherein: the first electrode is an anode, the second electrodeis a cathode, and the organic layer comprises a hole transport regionbetween the first electrode and the emission layer and an electrontransport region between the emission layer and the second electrode,wherein the hole transport region comprises a hole injection layer, ahole transport layer, an emission auxiliary layer, an electron blockinglayer, or a combination thereof, and the electron transport regioncomprises a hole blocking layer, a buffer layer, an electron controllayer, an electron transport layer, an electron injection layer, or acombination thereof.
 17. The organic light-emitting device of claim 16,wherein at least one selected from the hole transport region and theemission layer comprises the condensed cyclic compound.
 18. The organiclight-emitting device of claim 16, wherein the hole transport regioncomprises a hole transport layer, and the hole transport layer comprisesthe condensed cyclic compound.
 19. The organic light-emitting device ofclaim 17, wherein the emission layer comprises the condensed cycliccompound.
 20. The organic light-emitting device of claim 19, wherein:the emission layer further comprises a dopant, and an amount of thecondensed cyclic compound is greater than an amount of the dopant.